Processes for recovering oligomers of glycols and polymerization catalyst from waste streams

a polymerization catalyst and glycol technology, applied in the direction of reverse osmosis, organic chemistry, ether preparation, etc., can solve the problems of high maintenance cost, high capital cost, and reduced polymer yield,

a polymerization catalyst and glycol technology, applied in the direction of reverse osmosis, organic chemistry, ether preparation, etc., can solve the problems of high maintenance cost, high capital cost, and reduced polymer yield,

US20060065600A1Inactive Publication Date: 2006-03-30SUNKARA HARI BABU +2
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  • Processes for recovering oligomers of glycols and polymerization catalyst from waste streams
  • Processes for recovering oligomers of glycols and polymerization catalyst from waste streams

Examples

Experimental program
Comparison scheme
Effect test

example 1

Feed Preparation

[0060] 1,3-Propanediol, 13.9 kg, and 139 g concentrated sulfuric acid were added to a 22-L glass reactor and the contents polymerized at 160° C. under nitrogen until the number average molecular weight was approximated 1700. A portion (1.9 kg) of the crude polymer was transferred to a 5-L glass reactor with 1.9 kg of distilled water and the reaction mixture stirred slowly under a nitrogen blanket while heated to 100° C. After 4 hours, the heater and the stirrer were turned off and the mixture was allowed to separate into two phases by gravity. The aqueous phase was separated from the polyether phase by decantation. Distilled water (1.9 kg) was again added to the polymer phase and the reaction mixture was heated to 50° C. and then cooled. After separation into clear phases, the aqueous phase was removed from the polymer phase. The above procedure was repeated four more times and all of the collected aqueous phases were combined. A total of 5.5 gallons (20.8 L) of aq...

example 2

[0063] A FILM TEC SW30-2521 Reverse Osmosis membrane element was used and characterized as in Example 1 prior to testing, using sodium chloride solution and the procedure of Test Method 2, above. The goal was a rejection of greater than 98.5%. The 8 L feed solution was prepared as described in Example 1 except the number of water washing steps were less, resulting in higher oligomer content. This feed solution was added to the feed tank, and circulated and concentrated in the same way. For this test the material was concentrated only to (1.31×) factor and the operating pressure was 64 psig (545 kPa). The membrane separation conditions and the results are summarized and compared in Tables 2 and 3.

example 3

[0064] A DESAL DK-2540-1072 nanofilter membrane element was used and characterized as in Example 1 prior to testing, but using magnesium sulfate solution instead of the sodium chloride solution as in Test Method 2, above. The goal was a rejection of greater than 99%. The procedure was similar to Example 1, with 15.7 L of feed solution containing crude prepared as in Example 1 added to the feed tank, and circulated and concentrated in the same way. For this test the material was concentrated to (8.07×) factor and the operating pressure was 400 psig (2860 kPa). The membrane separation conditions and the results are summarized and compared in Tables 2 and 3.

TABLE 2Membrane Separation Summary Results from Examples 1-3Membrane typeSWHR-2540ASW30-2521-ADK-2540-1072Example123Pressure, psig (kPa)400 (2860)64 (543)400 (2860)Total volume5.5 gal (20.8 L)8.0 L15.7 LCollected permeate4.5 gal (17.0 L)1.9 L13.8 LConcentration factor5.5 X1.31 X8.0 XTotal acid in feed, g57.520.8837.6Total acid in ...

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Abstract

Processes for recovering and recycling oligomers and polymerization catalyst from aqueous waste streams generated during the production of polyalkylene ether glycols are provided. The processes utilize membranes; preferably reverse osmosis or nanofilter membranes. The processes can reduce waste and costs associated with the polymerization of polyalkylene ether glycols by recovery and recycling of glycols and catalysts

Description

[0001] This application is a Continuation of U.S. patent application Ser. No. 10 / 423,363, filed Apr. 25, 2003, the entire disclosure of which is hereby incorporated by reference.FIELD OF THE INVENTION [0002] This invention relates to membrane processes for recovering and recycling oligomers and polymerization catalyst from waste streams generated during the production of polyalkylene ether glycols. BACKGROUND [0003] Polyalkylene ether glycols, including polyethylene glycol, poly(1,2-propylene ether) glycol, and polytetramethylene ether glycol, are widely used in industry for various end use applications. They are used widely as lubricants or as starting materials for preparing lubricants used in the molding of rubbers and in the treatment of fibers, ceramics and metals. They are also used as starting materials for preparing cosmetics and medicines, as starting materials or additives for water-based paints, paper coatings, adhesives, cellophane, printing inks, abrasives, and surfacta...

Claims

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Application Information

Patent Timeline
30 Mar 2006
Publication
US20060065600A1
IPC
B01D61/00; C07C43/11; B01D61/02; C07C41/36; C08F2/00; C08G65/30; C08G65/46
CPC
B01D61/025; B01D61/027; C07C41/36; C08G65/30; C08G65/46; C07C43/11; Y02P20/584
Inventors
SUNKARA, HARI BABU; CAVALL, JAMES RICHARD